Cyclopropylamine → HCID 58866198, compound

HRID 1354272Notes

Reaction equation

HRID 1354272 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[C:16]([C:17]([F:20])([F:19])[F:18])=[C:15]([C:21]([NH:23][C:24]3[CH:25]=[C:26]([S:30](F)(=[O:32])=[O:31])[CH:27]=[CH:28][CH:29]=3)=[O:22])[CH:14]=[N:13]2)=[CH:8][CH:7]=1>C(Cl)Cl>[CH:1]1([NH:4][S:30]([C:26]2[CH:25]=[C:24]([NH:23][C:21]([C:15]3[CH:14]=[N:13][N:12]([C:9]4[CH:8]=[CH:7][C:6]([Cl:5])=[CH:11][CH:10]=4)[C:16]=3[C:17]([F:20])([F:18])[F:19])=[O:22])[CH:29]=[CH:28][CH:27]=2)(=[O:31])=[O:32])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 21105105HCID 21105105, compound

Product 1

HCID 58866198HCID 58866198, compoundYield 56.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Cyclopropyl amine (0.012 mL, 0.167 mmol) was added to 3-{[1-(4-chloro-phenyl)-5-trifluoromethyl-1H-pyrazole-4-carbonyl]-amino}-benzenesulfonyl fluoride (0.025 g, 0.055 mmol) in CH2Cl2 (10 ml). Reaction mixture stirred overnight at room temperature, concentrated under reduced pressure and crude product purified by column chromatography to give 1-(4-chloro-phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid (3-cyclopropylsulfamoyl-phenyl)-amide (0.015 g, 55%).

Workup

  1. customReaction mixture
  2. concentrationconcentrated under reduced pressure and crude product
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-8a9fa0e8798a4f70b64de5107987bb1c
Source dataset
uspto-grants-2007_05
Patent number
US07223782B2

Reaction notes

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